2-Cyano-N-[2-(3,4-dichlorophenyl)-1,3-thiazol-4-yl]acetamide

ID: ALA4559739

PubChem CID: 155558112

Max Phase: Preclinical

Molecular Formula: C12H7Cl2N3OS

Molecular Weight: 312.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#CCC(=O)Nc1csc(-c2ccc(Cl)c(Cl)c2)n1

Standard InChI:  InChI=1S/C12H7Cl2N3OS/c13-8-2-1-7(5-9(8)14)12-17-10(6-19-12)16-11(18)3-4-15/h1-2,5-6H,3H2,(H,16,18)

Standard InChI Key:  CCXHNQKXOCPCFZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   12.5550   -7.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2627   -7.3382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8473   -7.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5550   -8.5640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1396   -7.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4321   -8.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9704   -7.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0554   -8.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8548   -8.7251    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.2634   -8.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7165   -7.4102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0725   -7.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5524   -8.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3644   -8.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6975   -7.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2125   -7.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4022   -7.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5422   -6.3500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.5101   -7.6741    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  2  0
  3  5  1  0
  5  6  3  0
  2  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 10 12  1  0
 16 18  1  0
 15 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559739

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 312.18

Molecular Weight (Monoisotopic): 310.9687

AlogP: 3.97

#Rotatable Bonds: 3

Polar Surface Area: 65.78

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.65

CX Basic pKa: ┄

CX LogP: 3.65

CX LogD: 3.62

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.93

Np Likeness Score: -2.21

References

1. Simpson GL, Bertrand SM, Borthwick JA, Campobasso N, Chabanet J, Chen S, Coggins J, Cottom J, Christensen SB, Dawson HC, Evans HL, Hobbs AN, Hong X, Mangatt B, Munoz-Muriedas J, Oliff A, Qin D, Scott-Stevens P, Ward P, Washio Y, Yang J, Young RJ..  (2019)  Identification and Optimization of Novel Small c-Abl Kinase Activators Using Fragment and HTS Methodologies.,  62  (4): [PMID:30689376] [10.1021/acs.jmedchem.8b01872]

Source

Source(1):

• Scientific Literature